Premium
Reductive Deamination with Hydrosilanes Catalyzed by B(C 6 F 5 ) 3
Author(s) -
Fang Huaquan,
Oestreich Martin
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202004651
Subject(s) - dehydrogenation , deamination , chemistry , catalysis , borane , bond cleavage , medicinal chemistry , cleavage (geology) , lewis acids and bases , boron , isocyanate , polymer chemistry , organic chemistry , materials science , enzyme , fracture (geology) , polyurethane , composite material
The strong boron Lewis acid tris(pentafluorophenyl)borane B(C 6 F 5 ) 3 is known to catalyze the dehydrogenative coupling of certain amines and hydrosilanes at elevated temperatures. At higher temperature, the dehydrogenation pathway competes with cleavage of the C−N bond and defunctionalization is obtained. This can be turned into a useful methodology for the transition‐metal‐free reductive deamination of a broad range of amines as well as heterocumulenes such as an isocyanate and an isothiocyanate.